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Roxbury

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Roxbury Flights as Low as $112

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Cheap Flights to Roxbury

Fall in love at first flight with your vacation to Roxbury by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Roxbury on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Roxbury, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Roxbury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Roxbury with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ONH airport.

What is the cheapest month to fly to Roxbury?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Roxbury are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Roxbury?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Roxbury.

What airport is best to fly into Roxbury?

When you’re planning your trip to Roxbury, convenience is the name of the game. Luckily, Roxbury Columbia County Airport is nearby so you can deplane and get going on checking off everything on your Roxbury must-do list.

How much are flights to Roxbury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Roxbury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $112, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Roxbury?

The trick to saving a stack of cash on your flight to Roxbury? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $112 right now, why wait?

Roxbury Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$111

Last Minute Hotel Deals in Roxbury

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (855 reviews)
Large rooms, friendly staff. Close to ski mountain. Allowed us a late check out.

Reviewed on Jan 28, 2026

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (749 reviews)
We love this hotel. We come back every year. It is clean, friendly, good breakfast, extraordinary baking goods and various coffee from the coffee machine. They also offered free hot wine, very thoughtful after a day on the slopes. On the critical side I would note small towels, a bit too firm mattress, ...

Reviewed on Jan 28, 2026

Hotel Vienna
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
26 Miller Hollow Rd Roscoe NY
Stay at this cabin in Roscoe. Enjoy free parking, patios, and climate control.
9.4/10 Exceptional! (74 reviews)
Yes, everything was great. I had a wonderful time and really enjoyed my stay. Thank you so much!

Reviewed on Jan 22, 2026

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
8.6/10 Excellent! (92 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!

Reviewed on Jan 10, 2026

Wylder Hotel Windham
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR Hunter NY
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter ...
9/10 Wonderful! (339 reviews)
Everyone was nice, Van Winkles had good food and drink. And great location

Reviewed on Jan 23, 2026

Kaatskill Mountain Club at Hunter Mountain
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
Book a stay at this luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (198 reviews)
Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit.

Reviewed on Jan 24, 2026

Urban Cowboy Lodge
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (86 reviews)
Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be.

Reviewed on Jan 28, 2026

Eastwind Windham
Hanah mountain resort and country club

Hanah mountain resort and country club

2 out of 5
576 W Hubbell Hill Rd Margaretville NY
Book a stay at this golf hotel in Margaretville. Enjoy free parking, a golf course, and meeting facilities. Popular attractions Delaware & Ulster Railroad and ...
Hanah mountain resort and country club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.